| 100% | ITSGONNABEME | 12 | 2000 #1 'N Sync hit cowritten by hitmaker Max Martin: 4 wds. |
| 74% | IKISSEDAGIRL | 12 | 2008 #1 Katy Perry hit cowritten by hitmaker Max Martin: 4 wds. |
| 54% | SHAKE | 5 | With 40-Across, 2014 #1 Taylor Swift hit cowritten by hitmaker Max Martin |
| 34% | BYEBYEBYE | 9 | 2000 'N Sync hit that's a "triple": 3 wds. |
| 33% | LOVEYOURSELF | 12 | 2015 Justin Bieber hit cowritten by 14-Across: 2 wds. |
| 33% | LITTLETHINGS | 12 | 2012 One Direction hit cowritten by 14-Across: 2 wds. |
| 33% | COLDWATER | 9 | 2016 Major Lazer hit cowritten by 14-Across: 2 wds. |
| 30% | BYEBYEBYE | 9 | 'N Sync hit of 2000 |
| 29% | COSTATHING | 10 | "Love Don't ___," a 2000 hit by 31a: 3 wds. |
| 29% | DENIALISARIVER | 14 | 2025 hit song by 19-Across: 4 wds. |
| 28% | THEBOYISMINE | 12 | 1998 #1 hit by Brandy and Monica: 4 wds. |
| 28% | SHEBANGS | 8 | 2000 Ricky Martin song infamously covered by William Hung on "American Idol": 2 wds. |
| 28% | ITS | 3 | "___ Gonna Be Me" (2000 N Sync hit) |
| 27% | BYE | 3 | Title word sung 52 times in a 2000 hit by 'N Sync |
| 27% | THEREGOESMY | 11 | With 22-Across, 1959 hit cowritten and sung by Ben E. King (1938-2015) with 39-Across: 3 wds. |
| 27% | GOOD | 4 | “___ 4 U” (#1 hit by Olivia Rodrigo) |
| 26% | IFEELFORYOU | 11 | 1984 Chaka Khan hit written by Prince: 4 wds. |
| 26% | NAENAE | 6 | #1 hit by Silento, "Watch Me (Whip/___)": 2 wds. |
| 26% | ISLANDGIRL | 10 | 1975 #1 hit by Elton John (2 wds.) |
| 25% | WHATAGIRL | 9 | With 53-Across, 2000 #1 hit for Christina Aguilera: 3 wds. |
| 25% | BYEBYEBYE | 9 | 2000 'N Sync hit ... or a hint to 17-, 26- and 45-Across |
| 25% | IMTOOSEXY | 9 | 1992 #1 hit by one-hit wonder Right Said Fred: 3 wds. |
| 25% | DOWNONME | 8 | 2010 #4 hit by Jeremih featuring 50 Cent: 3 wds. |
| 25% | JESUSTOACHILD | 13 | 1996 hit by 45-Across: 4 wds. |
| 24% | SHEBANGS | 8 | 2000 Ricky Martin hit |
| 24% | LETYOUBERIGHT | 13 | Hit single by 9-Down on her new album 13-Down (4 wds.) |
| 24% | GETURFREAKON | 12 | Hit song by 44-Across with many elements from Bhangra music (4 wds.) |
| 24% | BADDAY | 6 | 2006 #1 hit by one-hit wonder Daniel Powter: 2 wds. |
| 24% | BESTOF | 6 | With 30-Across, 1975 #1 hit by the Eagles (2 wds.) |
| 24% | THRIFTSHOP | 10 | 2013 #1 hit by 18-Across and Ryan Lewis: 2 wds. |